cinnamyl hydrocinnamiate | 140671-25-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: cinnamyl hydrocinnamiate
• 英文别名: (2E)-3-phenyl-2-propenyl 3-phenypropionate；cinnamyl 3-phenylpropionate；(E)-3-phenyl-2-propenyl 3-phenylpropionate；trans-cinnamyl 3-phenylpropionate；cinnamyl 3-phenylpropanoate；Cinnamyl-beta-phenylpropionate；[(E)-3-phenylprop-2-enyl] 3-phenylpropanoate
• CAS: 140671-25-6
• 化学式: C₁₈H₁₈O₂
• 分子量: 266.34
• InChiKey: SYPODLJMXGVBQI-KPKJPENVSA-N

物化性质

• 沸点：
  410.1±24.0 °C(Predicted)
• 密度：
  1.091±0.06 g/cm3(Predicted)
• 保留指数：
  2250.2

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯甲酰氯 以31%的产率得到
  参考文献：
  名称：

  Maeda Hatsuo, Maki Toshihide, Ohmori Hidenobu, Tetrahedron Lett, 36 (1995) N 13, S 2247-2250

  摘要：

  DOI：

文献信息

• Esterification of carboxylic acids catalyzed by in situ generated tetraalkylammonium fluorides
  作者：Takashi Ooi、Hayato Sugimoto、Kanae Doda、Keiji Maruoka

  DOI：10.1016/s0040-4039(01)02035-4

  日期：2001.12

  Esterification of carboxylic acids with alkyl halides can be efficiently catalyzed by tetrabutylammonium fluoride (TBAF) generated in situ from tetrabutylammonium hydrogensulfate (TBAHSO4) and KF·2H2O in THF. The general applicability and the characteristic feature of this approach has been amply demonstrated.

  由四丁基硫酸氢铵（TBAHSO 4）和KF·2H 2 O在THF中原位生成的四丁基氟化铵（TBAF）可以有效地催化烷基卤化物对羧酸的酯化反应。该方法的一般适用性和特征已得到充分证明。
• Iridium-catalyzed oxidative esterification reaction of aliphatic aldehydes and olefinic alcohols with precoordination of the double bond of alcohols to iridium
  作者：Syun-ichi Kiyooka、Mahuyu Ueno、Eri Ishii

  DOI：10.1016/j.tetlet.2005.04.093

  日期：2005.7

  A novel iridium-catalyzed oxidative esterification reaction of aliphatic aldehydes and olefinic alcohols in toluene was found under mild conditions of [IrCl(cod)]2 (5 mol %) in combination with K2CO3 (10 mol %) at rt.

  发现在室温下[IrCl（cod）] 2（5 mol％）和K 2 CO 3（10 mol％）的温和条件下，一种新型的铱催化的脂肪族醛和烯烃醇在甲苯中的铱催化氧化酯化反应。
• Transesterification of Various Methyl Esters Under Mild Conditions Catalyzed by Tetranuclear Zinc Cluster
  作者：Takanori Iwasaki、Yusuke Maegawa、Yukiko Hayashi、Takashi Ohshima、Kazushi Mashima

  DOI：10.1021/jo800625v

  日期：2008.7.1

  A new catalytic transesterification promoted by a tetranuclear zinc cluster was developed. The mild reaction conditions enabled the reactions of various functionalized substrates to proceed in good to high yield. A large-scale reaction under solvent-free conditions proceeded with a low E-factor value (0.66), indicating the high environmental and economical advantage of the present catalysis.

  开发了由四核锌簇促进的新的催化酯交换反应。温和的反应条件使各种功能化底物的反应能够以良好或高收率进行。在无溶剂条件下的大规模反应以低E因子值（0.66）进行，表明本催化剂具有很高的环境和经济优势。
• Calculation of the pKa values of alcohols from .sigma. constants and from the carbonyl frequencies of their esters
  作者：Sho Takahashi、Louis Arthur Cohen、Harold K. Miller、Evelyn G. Peake

  DOI：10.1021/jo00808a010

  日期：1971.5
• [IrCl(cod)]2-catalyzed direct oxidative esterification of aldehydes with alcohols
  作者：Syun-ichi Kiyooka、Yosuke Wada、Mahuyu Ueno、Takeshi Yokoyama、Reiko Yokoyama

  DOI：10.1016/j.tet.2007.10.003

  日期：2007.12

  [IrCl(cod)](2) catalyzed the oxidative esteritication of a variety of aldehydes with methanol as a solvent in combination with K2CO3 under mild conditions (rt, 12 h). The oxidative esterification reaction of aliphatic aldehydes also took place with olefinic alcohols as reagents in toluene under similar conditions. (c) 2007 Elsevier Ltd. All rights reserved.